1: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h 2: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2 3: diethyl ether 4: 70 percent / LAH / diethyl ether / 5 h 5: 91 percent / pyridinium chlorochromate / CH2Cl2 / 1 h 6: 85 percent / diethyl ether / 5 h / Heating 7: 96 percent / pyridine / 24 h / Heating 8: 95 percent / LAH / diethyl ether View Scheme

1: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h 2: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2 3: diethyl ether 4: 70 percent / LAH / diethyl ether / 5 h View Scheme

1: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h 2: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2 View Scheme

1: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h 2: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2 3: diethyl ether View Scheme